Synthesis and Photophysical Properties of α-(N-Biphenyl)-Substituted 2,2′-Bipyridine-Based Push-Pull Fluorophores

被引：7
|
作者：
Starnovskaya, Ekaterina S. [1 ,2 ]
Kopchuk, Dmitry S. [1 ,2 ]
Khasanov, Albert F. [1 ]
Taniya, Olga S. [1 ]
Nikonov, Igor L. [1 ,2 ]
Valieva, Maria, I [1 ,2 ]
Pavlyuk, Dmitry E. [1 ]
Novikov, Alexander S. [3 ,4 ]
Zyryanov, Grigory, V [1 ,2 ]
Chupakhin, Oleg N. [1 ,2 ]
机构：
[1] Ural Fed Univ, Chem Engn Inst, 19 Mira St, Ekaterinburg 620002, Russia
[2] RAS, Ural Div, I Ya Postovsky Inst Organ Synth, 22-20 S Kovalevskoy Akad Skaya St, Ekaterinburg 62099, Russia
[3] St Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
[4] Peoples Friendship Univ Russia RUDN Univ, Res Inst Chem, 6 Miklukho Maklaya St, Moscow 117198, Russia
来源：
MOLECULES | 2022年 / 27卷 / 20期
关键词：
alpha-(N-Biphenyl)-substituted 2,2 '-bipyridines; push-pull" fluorophores; fluorescence; fluorosolvatochromic properties; Lippert-Mataga equation; AIEE; Hammett constants; nitroexplosive detection; SOLVENT-FREE SYNTHESIS; FLUORESCENCE; POLARITY; SPECTRA;
D O I：
10.3390/molecules27206879
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A series of new alpha-(N-biphenyl)-substituted 2,2'-bipyridines were obtained through the combination of the ipso-nucleophilic aromatic substitution of the C5-cyano group, aza-Diels-Alder and Suzuki cross-coupling reactions, starting from 5-cyano-1,2,4-triazines. For the obtained compounds, photophysical and fluorosolvatochromic properties were studied. Fluorophores 3l and 3b demonstrated unexpected AIEE activity, while 3a and 3h showed promising nitroexplosive detection abilities.
引用
收藏
页数：15
相关论文
共 50 条
  • [21] Push-pull tricyanovinyl-substituted thienylpyrroles: Synthesis, solvatochromic and electrochemical properties
    Raposo, M. Manuela M.
    Sousa, Ana M. R. C.
    Fonseca, A. Mauricio C.
    Kirsch, G.
    ADVANCED MATERIALS FORUM III, PTS 1 AND 2, 2006, 514-516 : 98 - 102
  • [22] Synthesis of triazene-substituted homoconjugated push-pull chromophores by formal [2+2] cycloadditions
    Erden, Kubra
    Savas, Ipek
    Dengiz, Cagatay
    TETRAHEDRON LETTERS, 2019, 60 (30) : 1982 - 1985
  • [23] Synthesis, Photophysical Properties, Antibacterial Activity, DNA Gyrase Inhibition, and Molecular Docking Studies of New Thiophene-Furan Push-Pull Fluorophores
    Al Nami, Samar Y.
    Hossan, Aisha
    ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING, 2025,
  • [24] An efficient synthetic approach towards new 5,5′-diaryl-2,2′-bipyridine-based fluorophores
    Krinochkin, Alexey P.
    Kopchuk, Dmitry S.
    Chepchugov, Nikolay V.
    Kim, Grigory A.
    Kovalev, Igor S.
    Rahman, Matiur
    Zyryanov, Grigory V.
    Majee, Adinath
    Rusinov, Vladimir L.
    Chupakhin, Oleg N.
    CHINESE CHEMICAL LETTERS, 2017, 28 (05) : 1099 - 1103
  • [25] An efficient synthetic approach towards new 5,5'-diaryl-2,2'-bipyridine-based fluorophores
    Alexey P.Krinochkin
    Dmitry S.Kopchuk
    Nikolay V.Chepchugov
    Grigory A.Kim
    Igor S.Kovalev
    Matiur Rahman
    Grigory V.Zyryanov
    Adinath Majee
    Vladimir L.Rusinov
    Oleg N.Chupakhin
    Chinese Chemical Letters, 2017, 28 (05) : 1099 - 1103
  • [26] Synthesis and Photophysical Properties of Push-Pull Structures Incorporating Diazines as Attracting Part with a Fluorene Core
    Denneval, Charline
    Moldovan, Oana
    Baudequin, Christine
    Achelle, Sylvain
    Baldeck, Patrice
    Ple, Nelly
    Darabantu, Mircea
    Ramondenc, Yvan
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (25) : 5591 - 5602
  • [27] Synthesis, crystal structure and photophysical properties of a neodymium trifluoroacetate complex with 2,2'-bipyridine
    佘江波
    李冬冬
    侯超奇
    杨文正
    韦玮
    彭波
    Journal of Rare Earths, 2011, 29 (03) : 193 - 197
  • [28] Synthesis, crystal structure and photophysical properties of a neodymium trifluoroacetate complex with 2,2′-bipyridine
    She Jiangbo
    Li Dongdong
    Hou Chaoqi
    Yang Wenzheng
    Wei Wei
    Peng Bo
    JOURNAL OF RARE EARTHS, 2011, 29 (03) : 193 - 197
  • [29] Photophysical properties of pyrene-(2,2 '-bipyridine) dyads
    Harriman, A
    Hissler, M
    Ziessel, R
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 1999, 1 (18) : 4203 - 4211
  • [30] Push-pull oligomers with 2,2-dicyanovinyl groups as electron acceptors
    Meier, Herbert
    Muehling, Bastian
    Gerold, Juergen
    Jacob, Dominic
    Oehlhof, Annette
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (04) : 625 - 631
12345